Composition for dyeing keratin fibers comprising a particular aminosilicone

ABSTRACT

Composition for dyeing keratin fibers, such as human hair, comprising, in a cosmetically acceptable medium, at least one coloring agent chosen from direct dyes and oxidation dyes and an aminoethylimino(C 4 -C 8 )alkyl amino silicone. Dyeing devices, kits and methods using said compositions are also disclosed.

[0001] This disclosure relates to a composition for dyeing keratinfibers such as human hair, comprising at least one coloring agent chosenfrom direct dyes and oxidation dyes and at least one aminosiliconecomprising at least one aminoethylimino(C₄-C₈)alkyl group.

[0002] It is known that there are two types of dyeing for keratinfibers: direct dyeing, employing direct dyes and/or pigments which arecolored molecules and which give the fibers a temporary color which mayfade after several shampooings, and which is carried out in the presenceor absence of oxidizing agents; and so-called oxidation dyeing, whichemploys oxidation dye precursors and an oxidizing agent and which mayimpart to the fibers a color which is more long-lasting than that ofdirect dyeing.

[0003] It is also known that the use of an oxidizing agent involves acertain degree of degradation of the keratin fiber.

[0004] At the present time a very marked trend is being observed towardsan increase in the frequency of shampooing, one outcome of which isgreater degradation of the dyeings between two applications.

[0005] Consequently there exists a need to improve the durability ofdirect or oxidation dyeings, for example, with respect to shampoos.

[0006] The inventors have discovered, quite unexpectedly andsurprisingly, that the use of a composition comprising at least onecoloring agent chosen from direct dyes and oxidation dyes and at leastone aminosilicone comprising at least one aminoethylimino(C₄-C₈)alkylgroup may allow this problem to be solved.

[0007] Furthermore, it may allow the condition of the fibers to beimproved.

[0008] As used herein, the phrase “improvement in the condition of thefiber”means a reduction in the porosity or the alkaline solubility ofthe fiber and an improvement in at least one cosmetic property, forexample, in the smoothness, softness and ease of disentangling and ofstyling.

[0009] This effect can be remanent, ie., long-lasting.

[0010] The porosity is measured by fixing at 37° C. and a pH of 10, for2 minutes, 2-nitro-para-phenylenediamine at 0.25% in an ethanol/pH 10buffer mixture ( 10/90 volume ratio).

[0011] The alkaline solubility corresponds to the loss in mass of asample of 100 mg of keratin fibers under the action of decinormal sodiumhydroxide solution at 65° C. for 30 minutes. This discovery forms atleast one portion of the basis for at least one embodiment disclosedherein.

[0012] One new embodiment therefore relates to a composition for dyeinghuman keratin fibers, such as hair, comprising, in a cosmeticallyacceptable medium, at least one coloring agent chosen from direct dyesand oxidation dyes, and at least one aminosilicone comprising at leastone aminoethylimino(C₄-C₈)alkyl group.

[0013] Another new embodiment comprises a ready-to-use composition fordyeing keratin fibers which comprises at least one coloring agent chosenfrom direct dyes and oxidation dyes and at least one aminosiliconecomprising at least one aminoethylimino(C₄-C₈)alkyl group, and anoxidizing agent.

[0014] As used herein, a “ready-to-use composition” is the compositionintended for application as it is to the keratin fibers; that is, it maybe stored as it is before use or may result from the extemporaneousmixing of two or more compositions.

[0015] Another new embodiment relates to a method of dyeing humankeratin fibers, such as hair, which comprises applying to the fibers atleast one coloring composition comprising, in a cosmetically acceptablemedium, at least one direct dye and at least one aminosiliconecomprising at least one aminoethylimino(C₄-C₈)alkyl group.

[0016] Further, another new embodiment relates to a method of dyeinghuman keratin fibers, such as hair, which comprises applying to thefibers at least one coloring composition comprising, in a cosmeticallyacceptable medium, at least one coloring agent chosen from direct dyesand oxidation dyes and at least one aminosilicone comprising at leastone aminoethylimino(C₄-C₈)alkyl group, the color being developed atalkaline, neutral or acidic pH by means of a composition comprising atleast one oxidizing agent, which is mixed at the time of use with thecoloring composition or applied sequentially without rinsing in between.

[0017] Another new embodiment further relates to multi-compartmentdyeing devices or kits.

[0018] A multi-compartment device or kit according to one new embodimentcomprises at least two compartments wherein a first compartmentcomprises a composition comprising, in a cosmetically acceptable medium,at least one coloring agent chosen from direct dyes and oxidation dyesand at least one aminosilicone comprising at least oneaminoethylimino(C₄-C₈)alkyl group and a second compartment comprises acomposition comprising, in a cosmetically acceptable medium, at leastone oxidizing agent.

[0019] Another new embodiment relates to a multi-compartment kit ordevice comprising at least three compartments, wherein a firstcompartment comprises a composition comprising, in a cosmeticallyacceptable medium, at least one coloring agent chosen from direct dyesand oxidation dyes, a second compartment comprises a compositioncomprising, in a cosmetically acceptable medium, at least one oxidizingagent, and a third compartment comprises a composition comprising, in acosmetically acceptable medium, at least one aminosilicone comprising atleast one aminoethylimino(C₄-C₈)alkyl group.

[0020] Additional characteristics, aspects, subject matter andadvantages of the embodiments disclosed herein will appear even moreclearly on reading the description and examples which follow without,however, exhibiting a limiting character.

[0021] Aminosilicones

[0022] An illustrative at least one aminosilicone has the followingformula:

[0023] wherein:

[0024] A is chosen from linear and branched C₄-C₈ alkylene radicals, forexample, C₄ alkylene radicals and

[0025] m and n are numbers such that the sum (n+m) can range, forexample, from 1 to 2000 and, further for example, from 50 to 150,

[0026] n can be a number ranging from 0 to 1999, for example, from 49 to149, and

[0027] m can be a number ranging from 1 to 2000, for example, from 1 to10.

[0028] The term “alkylene radical” means divalent saturatedhydrocarbon-based groups.

[0029] The viscosity of the at least one aminosilicone, for example, canbe greater than 25,000 mm²/s at 25° C.

[0030] For example, this viscosity can range from 30,000 to 200,000mm²/s at 25° C. and further, for example, from 30,000 to 150,000 mm²/sat 25° C.

[0031] The viscosity of the at least one aminosilicone is measured at25° C. according to the standard “ASTM 445 Appendix C”.

[0032] The at least one aminosilicone has a weight-average molecularmass ranging, for example, from 2000 to 1,000,000 and further forexample, from 3500 to 200,000.

[0033] The weight-average molecular mass of the at least oneaminosilicone is measured by gel permeation chromatography (GPC) atambient temperature, as polystyrene equivalents. The columns used are μStyragel columns. The eluent is THF and the flow rate is 1 ml/min. 200μl of a 0.5% by weight solution of silicone in THF are injected. Thedetection is carried out by refractometry and UVmetry.

[0034] When the at least one aminosilicone is used, one new embodimentinvolves using the at least one aminosilicone in the form of anoil-in-water emulsion. The oil-in-water emulsion may comprise at leastone surfactant. The at least one surfactant may be of any nature, forexample, cationic and/or nonionic.

[0035] The particles of silicone in the emulsion may have an averagesize ranging, for example, from 3 to 500 nanometers, further, forexample, from 5 to 300 nanometers, even further, for example, from 10 to275 nanometers and still further, for example, from 150 to 275nanometers. Such particle sizes are measured with a laser granulometer.

[0036] An example of the aminosilicone corresponding to the formula setforth above is, for example, DC2-8299® from the company Dow Corning.

[0037] In one new embodiment, the at least one aminosilicone is used inthe dyeing composition in an amount ranging from 0.01 to 20% by weightof the total weight of the composition. For example, this amount mayrange from 0.1 to 15% by weight and further, for example, from 0.5 to10% by weight relative to the total weight of the composition.

[0038] Oxidation Dyes

[0039] The oxidation dyes may be chosen from oxidation bases andcouplers.

[0040] In one embodiment, the compositions can comprise at least oneoxidation base.

[0041] The oxidation bases which can be used are chosen from thoseconventionally known in oxidation dyeing. Representative examples of theat least one oxidation base include ortho- and para-phenylenediamines,double bases, ortho-aminophenols, para-aminophenols, heterocyclic basesand their acid addition salts.

[0042] For example, mention may be made of the following:

[0043] (A) para-phenylenediamines chosen from compounds of formula (II)and their acid addition salts:

[0044] wherein:

[0045] R₁ is chosen from hydrogen, C₁-C₄ alkyl groups, C₁-C₄monohydroxyalkyl groups, C₂-C₄ polyhydroxyalkyl groups,(C₁-C₄)alkoxy(C₁-C₄)alkyl groups, C₁-C₄ alkyl groups substituted with atleast one group chosen from nitrogen-containing groups, phenyl groupsand 4′-aminophenyl radicals;

[0046] R₂ is chosen from hydrogen, C₁-C₄ alkyl groups, C₁-C₄monohydroxyalkyl groups, C₂-C₄ polyhydroxyalkyl radicals,(C₁-C₄)alkoxy(C₁-C₄)alkyl groups, and C₁-C₄ alkyl groups substitutedwith at least one group chosen from nitrogen-containing groups;

[0047] R₁ and R₂ may also form, with the nitrogen to which they arebonded, a 5- or 6-membered nitrogen-containing heterocycle ring,optionally substituted by at least one group chosen from alkyl groups,hydroxyl groups and ureido groups;

[0048] R₃ is chosen from hydrogen, halogens such as chlorine, C₁-C₄alkyl groups, sulpho groups, carboxyl groups, C₁-C₄ monohydroxyalkylgroups, C₁-C₄ hydroxyalkoxy groups, C₁-C₄ acetylaminoalkoxy radicals,C₁-C₄ mesylaminoalkoxy radicals, and C₁-C₄ carbamoylaminoalkoxyradicals, and

[0049] R₄ is chosen from hydrogen, halogens, and C₁-C₄ alkyl radicals.

[0050] The nitrogen-containing groups of the formula (II) above may bechosen from, for example, amino, mono(C₁-C₄)alkylamino,di(C₁-C₄)alkylamino, tri(C₁-C₄)alkylamino, monohydroxy(C₁-C₄)alkylamino,imidazolinium, and ammonium radicals.

[0051] Representative para-phenylenediamines of formula (II) above mayinclude, for example, para-phenylenediamine, para-tolylenediamine,2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine,2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine,2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para-phenylenediamine,N,N-diethyl-para-phenylenediamine, N,N-dipropyl-para-phenylenediamine,4-amino-N,N-diethyl-3-methylaniline,N,N-bis(β-hydroxyethyl)-para-phenylenediamine,4-N,N-bis(β-hydroxyethyl)amino-2-methylaniline,4-N,N-bis(β-hydroxyethyl)amino-2-chloroaniline,2-β-hydroxyethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine,2-isopropyl-para-phenylenediamine,N-(β-hydroxypropyl)-para-phenylenediamine,2-hydroxymethyl-para-phenylenediamine,N,N-dimethyl-3-methyl-para-phenylenediamine,N-ethyl-N-(β-hydroxyethyl)-para-phenylenediamine,N-(β,γ-dihydroxypropyl)-para-phenylenediamine,N-(4′-aminophenyl)-para-phenylenediamine,N-phenyl-para-phenylenediamine,2-β-hydroxyethyloxy-para-phenylenediamine,2-β-acetylaminoethyloxy-para-phenylenediamine,N-(β-methoxyethyl)-para-phenylenediamine,2-methyl-1-N-β-hydroxyethyl-para-phenylenediamine, and their acidaddition salts.

[0052] In one embodiment, the para-phenylenediamines of formula (II)above may, for example, be chosen from para-phenylenediamine,para-tolylenediamine, 2-isopropyl-para-phenylenediamine,2-β-hydroxyethyl-para-phenylenediamine,2-β-hydroxyethyloxy-para-phenylenediamine,2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para- phenylenediamine,2,3-dimethyl-para-phenylenediamine,N,N-bis(β-hydroxyethyl)-para-phenylenediamine,2-chloro-para-phenylenediamine and their acid addition salts.

[0053] (B) According to one new embodiment, double bases are understoodto mean compounds comprising at least two aromatic nuclei which carry atleast one functional group chosen from amino groups and hydroxyl groups.

[0054] Representative double bases which can be used as the at least oneoxidation base in the dyeing compositions may include doubles baseschosen from compounds of formula (III) and their acid addition salts:

[0055] wherein:

[0056] Z₁ and Z₂, which may be identical or different, are each chosenfrom hydroxyl groups and —NH₂ radicals which may be substituted by C₁-C₄alkyl radicals and by linking arm Y;

[0057] the linking arm Y is chosen from linear and branched, alkylenegroups comprising from 1 to 14 carbon atoms, optionally interrupted by,or optionally terminating with, at least one entity chosen fromnitrogen-containing groups and heteroatoms such as oxygen, sulphur andnitrogen, and optionally substituted by at least one group chosen fromhydroxyl groups and C₁-C₆ alkoxy radicals;

[0058] R₅ and R₆, which may be identical or different, are each chosenfrom hydrogen, halogens, C₁-C₄ alkyl groups, C₁-C₄ monohydroxyalkylgroups, C₂-C₄ polyhydroxyalkyl groups, C₁-C₄ aminoalkyl radicals andlinking arm Y;

[0059] R₇, R₈, R₉, R₁₀, R₁₁ and R₁₂, which may be identical ordifferent, are each chosen from hydrogen, linking arm Y and C₁-C₄ alkylradicals;

[0060] subject to the proviso that the compounds of formula (III)comprise only one linking arm Y per molecule.

[0061] Suitable nitrogen-containing groups of formula (III) may include,for example, amino, mono(C₁-C₄)alkylamino, di(C₁-C₄)alkylamino,tri(C₁-C₄)alkylamino, monohydroxy(C₁-C₄)alkylamino, imidazolinium, andammonium radicals.

[0062] Representative double bases of formula (III) may include, forexample,N,N′-bis(β-hydroxyethyl)-N,N′-bis(4′-aminophenyl)-1,3-diaminopropanol,N,N′-bis(β-hydroxyethyl)-N,N′-bis(4′-aminophenyl)ethylenediamine,N,N′-bis(4-aminophenyl)tetramethylenediamine,N,N′-bis(β-hydroxyethyl)-N,N′-bis(4-aminophenyl)tetramethylenediamine,N,N′-bis(4-methylaminophenol)tetramethylenediamine,N,N′-bis(ethyl)-N,N′-bis(4′-amino-3′-methylphenyl)ethylenediamine,1,8-bis(2,5-diaminophenoxy)-3,5-dioxaoctane, and their acid additionsalts.

[0063] In one embodiment, the double bases of formula (III) may, forexample, be chosen fromN,N′-bis(β-hydroxyethyl)-N,N′-bis(4′-aminophenyl)-1,3-diaminopropanol,1,8-bis(2,5-diaminophenoxy)-3,5-dioxaoctane, and their acid additionsalts.

[0064] (C) the para-aminophenols can be chosen from compounds of formula(IV), and their acid addition salts:

[0065] wherein:

[0066] R₁₃ is chosen from hydrogen, halogens, such as fluorine, C₁-C₄alkyl groups, C₁-C₄ monohydroxyalkyl groups, (C₁-C₄)alkoxy(C₁-C₄)alkylgroups, C₁-C₄ aminoalkyl groups, and C₁-C₄ hydroxy(C₁-C₄)alkylaminoalkylradicals and

[0067] R₁₄ is chosen from hydrogen, halogens, such as fluorine, C₁-C₄alkyl groups, C₁-C₄ monohydroxyalkyl groups, C₂-C₄ polyhydroxyalkylgroups, C₁-C₄ aminoalkyl groups, C₁-C₄ cyanoalkyl groups, and(C₁-C₄)alkoxy(C₁-C₄)alkyl radicals.

[0068] Representative para-aminophenols of formula (IV) may include, forexample, para-aminophenol, 4-amino-3-methylphenol,4-amino-3-fluorophenol, 4-amino-3-hydroxymethylphenol,4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol,4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol,4-amino-2-(β-hydroxyethyl-aminomethyl)phenol, and their acid additionsalts.

[0069] (D) ortho-aminophenols which can be used as the at least oneoxidation base may be chosen, for example, from 2-aminophenol,2-amino-1-hydroxy-5-methylbenzene, 2-amino-1-hydroxy-6-methylbenzene,5-acetamido-2-aminophenol, and their acid addition salts.

[0070] (E) heterocyclic bases which can be used as the at least oneoxidation base in the dyeing compositions may be chosen, for example,from pyridine derivatives, pyrimidine derivatives, pyrazole derivatives,and their acid addition salts.

[0071] Representative pyridine derivatives may include the compoundsdescribed, for example, in Patent Nos. GB 1 026 978 and GB 1 153 196,such as 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine,2,3-diamino-6-methoxypyridine,2-(β-methoxyethyl)amino-3-amino-6-methoxypyridine, 3,4-diaminopyridine,and their acid addition salts.

[0072] Representative pyrimidine derivatives may include the compoundsdescribed in German Patent No. DE 2 359 399 or Japanese Patent Nos. JP88-169 571 and JP 91-10659 or patent application WO 96/15765, such as2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine,2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidineand 2,5,6-triaminopyrimidine and the pyrazolopyrimidine derivatives suchas those mentioned in the patent application FR-A-2 750 048 andincluding pyrazolo[1,5-a]pyrimidine-3,7-diamine;2,5-pyrazolo[1,5-a]pyrimidine-3,7-diamine;pyrazolo[1,5-a]pyrimidine-3,5-diamine;2,7-dimethylpyrazolo[1,5-a]pyrimidine-3,5-diamine;3-aminopyrazolo[1,5-a]pyrimidin-7-ol;3-aminopyrazolo[1,5-a]pyrimidin-5-ol;2-(3-aminopyrazolo[1,5-a]pyrimidin-7-ylamino)ethanol;2-(7-aminopyrazolo[1,5-a]pyrimidin-3-ylamino)ethanol;2-[(3-aminopyrazolo[1,5-a]pyrimidin-7-yl)-(2-hydroxyethyl)amino]ethanol;2-[(7-aminopyrazolo[1,5-a]pyrimidin-3-yl)-(2-hydroxyethyl)amino]ethanol;5,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine,2,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine,2,5,N7,N7-tetramethylpyrazolo[1,5-a]pyrimidine-3,7-diamine;3-amino-5-methyl-7-imidazolylpropylamino-pyrazolo[1,5-a]pyrimidine; andtheir addition salts, such as their acid addition salts, and theirtautomeric forms where a tautomeric equilibrium exists.

[0073] Representative pyrazole derivatives may include the compoundsdescribed, for example, in Patent Nos. DE 3 843 892 and DE 4 133 957 andpatent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 19543 988. Such pyrazole derivatives may include4,5-diamino-1-methylpyrazole, 3,4-diaminopyrazole,4,5-diamino-1-(4′-chlorobenzyl)pyrazole,4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole,4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1,3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole,4,5-diamino-3-tert-butyl-1-methylpyrazole,4,5-diamino-1-tert-butyl-3-methylpyrazole,4,5-diamino-1-(β-hydroxyethyl)-3-methyl pyrazole,4,5-diamino-1-(β-hydroxyethyl)pyrazole,4,5-diamino-1-ethyl-3-methylpyrazole,4,5-diamino-1-ethyl-3-(4′-methoxyphenyl)pyrazole,4,5-diamino-1-ethyl-3-hydroxymethylpyrazole,4,5-diamino-3-hydroxymethyl-1-methylpyrazole,4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole,4,5-diamino-3-methyl-1-isopropylpyrazole,4-amino-5-(2′-aminoethyl)amino-1,3-dimethylpyrazole,3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole,3,5-diamino-1-methyl-4-methylaminopyrazole,3,5-diamino-4-(β-hydroxyethyl)amino-1-methylpyrazole, and their acidaddition salts.

[0074] The at least one oxidation base can be present in an amountranging, for example, from 0.0005 to 12% by weight, relative to thetotal weight of the composition, and further, for example, from 0.005 to8% by weight, relative to the total weight of the composition.

[0075] In another embodiment, the compositions can comprise at least onecoupler. The at least one coupler which can be used may be chosen fromthose which are conventionally used in oxidation dyeing compositions.The at least one coupler can be chosen, for example, frommeta-aminophenols, meta-phenylenediamines, meta-diphenols, naphthols andheterocyclic couplers such as, for example, indole derivatives, indolinederivatives, sesamol and its derivatives, pyridine derivatives,pyrazolotriazole derivatives, pyrazolones, indazoles, benzimidazoles,benzothiazoles, benzoxazoles, 1,3-benzodioxoles, quinolines, and theiracid addition salts.

[0076] In one embodiment, the at least one coupler may, for example, bechosen from 2,4-diamino-1-(β-hydroxyethyloxy)benzene,2-methyl-5-aminophenol, 5-N-(β-hydroxyethyl)amino-2-methylphenol,3-aminophenol, 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene,4-chloro-1,3-dihydroxybenzene,2-amino-4-(β-hydroxyethylamino)-1-methoxybenzene, 1,3-diaminobenzene,1,3-bis(2,4-diaminophenoxy)propane, sesamol,1-amino-2-methoxy-4,5-methylenedioxybenzene, α-naphthol,6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole,6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine,1H-3-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one,2-amino-3-hydroxypyridine, 3,6-dimethylpyrazolo[3,2-c]-1,2,4-triazole,2,6-dimethylpyrazolo[1,5-b]-1,2,4-triazole and their acid additionsalts.

[0077] The at least one coupler can be present in the dyeing compositionin an amount ranging from 0.0001 to 10% by weight, relative to the totalweight of the composition, and further, for example, from 0.005 to 5% byweight, relative to the total weight of the composition.

[0078] The acid addition salts of the at least one oxidation base andthe at least one coupler may be chosen from hydrochlorides,hydrobromides, sulphates, tartrates, lactates and acetates.

[0079] Direct Dyes

[0080] The at least one direct dye which can be used in accordance withthis disclosure may be chosen, for example, from neutral, acidic andcationic nitro benzene direct dyes, neutral, acidic and cationic azodirect dyes, neutral, acidic and cationic quinines, and further, forexample, from anthraquinone direct dyes, azine direct dyes,triarylmethane direct dyes, indoamine direct dyes and natural directdyes.

[0081] Non-limiting representatives of benzene direct dyes which can beused in accordance with this disclosure include the following compounds:

[0082] 1,4-diamino-2-nitrobenzene

[0083] 1-amino-2-nitro-4-β-hydroxyethylaminobenzene

[0084] 1-amino-2-nitro-4-bis(β-hydroxyethyl)aminobenzene

[0085] 1,4-bis(β-hydroxyethylamino)-2-nitrobenzene

[0086] 1-β-hydroxyethylamino-2-nitro-4-bis(β-hydroxyethylamino)benzene

[0087] 1-β-hydroxyethylamino-2-nitro-4-aminobenzene

[0088]1-β-hydroxyethylamino-2-nitro-4-(ethyl)(β-hydroxyethyl)aminobenzene

[0089] 1-amino-3-methyl-4-β-hydroxyethylamino-6-nitrobenzene

[0090] 1-amino-2-nitro-4-β-hydroxyethylamino-5-chlorobenzene

[0091] 1,2-diamino-4-nitrobenzene

[0092] 1-amino-2-β-hydroxyethylamino-5-nitrobenzene

[0093] 1,2-bis(β-hydroxyethylamino)-4-nitrobenzene

[0094] 1-amino-2-tris(hydroxymethyl)methylamino-5-nitrobenzene

[0095] 1-hydroxy-2-amino-5-nitrobenzene

[0096] 1-hydroxy-2-amino-4-nitrobenzene

[0097] 1-hydroxy-3-nitro-4-aminobenzene

[0098] 1-hydroxy-2-amino-4,6-dinitrobenzene

[0099] 1-β-hydroxyethyloxy-2-β-hydroxyethylamino-5-nitrobenzene

[0100] 1-methoxy-2-β-hydroxyethylamino-5-nitrobenzene

[0101] 1-β-hydroxyethyloxy-3-methylamino-4-nitrobenzene

[0102] 1-β,γ-dihydroxypropyloxy-3-methylamino-4-nitrobenzene

[0103] 1-β-hydroxyethylamino-4-β,γ-dihydroxypropyloxy-2-nitrobenzene

[0104] 1-β,γ-dihydroxypropylamino-4-trifluoromethyl-2-nitrobenzene

[0105] 1-β-hydroxyethylamino-4-trifluoromethyl-2-nitrobenzene

[0106] 1-β-hydroxyethylamino-3-methyl-2-nitrobenzene

[0107] 1-β-aminoethylamino-5-methoxy-2-nitrobenzene

[0108] 1-hydroxy-2-chloro-6-ethylamino-4-nitrobenzene

[0109] 1-hydroxy-2-chloro-6-amino-4-nitrobenzene

[0110] 1-hydroxy-6-bis(β-hydroxyethyl)amino-3-nitrobenzene

[0111] 1-β-hydroxyethylamino-2-nitrobenzene

[0112] 1-hydroxy-4-β-hydroxyethylamino-3-nitrobenzene.

[0113] The azo direct dyes which can be used in accordance with thisdisclosure include the cationic azo dyes described in the patentapplications WO 95/15144, WO 95/01772 and EP-714954.

[0114] Representative azo direct dyes include the following:

[0115] 1,3-dimethyl-2-[[4-(dimethylamino)phenyl]azo]-1H-imidazoliumchloride,

[0116] 1,3-dimethyl-2-[(4-aminophenyl)azo]-1H-imidazolium chloride and

[0117] 1-methyl-4-[(methylphenylhydrazono)methyl]pyridinium methylsulphate.

[0118] The azo direct dyes may further include, for example, thefollowing dyes described in the Color Index International, 3rd edition:

[0119] Disperse Red 17

[0120] Acid Yellow 9

[0121] Acid Black 1

[0122] Basic Red 22

[0123] Basic Red 76

[0124] Basic Yellow 57

[0125] Basic Brown 16

[0126] Acid Yellow 36

[0127] Acid Orange 7

[0128] Acid Red 33

[0129] Acid Red 35

[0130] Basic Brown 17

[0131] Acid Yellow 23

[0132] Acid Orange 24

[0133] Disperse Black 9.

[0134] Further, the azo direct dyes may also include1-(4′-aminodiphenylazo)-2-methyl-4-bis(β-hydroxyethyl)aminobenzene and4-hydroxy-3-(2-methoxyphenylazo)-1-naphthalenesulphonic acid.

[0135] The quinone direct dyes may include the following

[0136] Disperse Red 15

[0137] Solvent Violet 13

[0138] Acid Violet 43

[0139] Disperse Violet 1

[0140] Disperse Violet 4

[0141] Disperse Blue 1

[0142] Disperse Violet 8

[0143] Disperse Blue 3

[0144] Disperse Red 11

[0145] Acid Blue 62

[0146] Disperse Blue 7

[0147] Basic Blue 22

[0148] Disperse Violet 15

[0149] Basic Blue 99

[0150] and may also include the following compounds:

[0151] 1-N-methyl morpholiniumpropylamino-4-hydroxyanthraquinone

[0152] 1-aminopropylamino-4-methylaminoanthraquinone

[0153] 1-aminopropylaminoanthraquinone

[0154] 5-β-hydroxyethyl-1,4-diaminoanthraquinone

[0155] 2-aminoethylaminoanthraquinone

[0156] 1,4-bis(β,γ-dihydroxypropylamino)anthraquinone.

[0157] The azine dyes may include the following compounds:

[0158] Basic Blue 17

[0159] Basic Red 2.

[0160] The triarylmethane dyes which may be used in accordance with thisdisclosure include the following compounds:

[0161] Basic Green 1

[0162] Acid Blue 9

[0163] Basic Violet 3

[0164] Basic Violet 14

[0165] Basic Blue 7

[0166] Acid Violet 49

[0167] Basic Blue 26

[0168] Acid Blue 7.

[0169] The indoamine dyes which can be used in accordance with thisdisclosure include the following compounds:

[0170]2-β-hydroxyethylamino-5-[bis-(β-4′-hydroxyethyl)amino]anilino-1,4-benzoquinone

[0171]2-β-hydroxyethylamino-5-(2′-methoxy-4′-amino)anilino-1,4-benzoquinone

[0172]3-N-(2′-chloro-4′-hydroxy)phenylacetylamino-6-methoxy-1,4-benzoquinoneimine

[0173]3-N-(3′-chloro-4′-methylamino)phenylureido-6-methyl-1,4-benzoquinoneimine

[0174]3-[4′-N-(ethylcarbamylmethyl)amino]phenylureido-6-methyl-1,4-benzoquinoneimine.

[0175] The natural direct dyes which can be used in accordance with thisdisclosure include lawsone, juglone, alizarin, purpurin, carminic acid,kermesic acid, purpurogallin, protocatechaldehyde, indigo, isatin,curcumin, spinulosin and apigenidin. It may also be possible to useextracts or decoctions comprising these natural dyes and, for example,cataplasms or extracts based on henna.

[0176] The at least one direct dye is present in the ready-to-usecomposition in an amount ranging from 0.001 to 20% by weight, relativeto the total weight of the composition and further, for example, from0.005 to 10% by weight, relative to the total weight of the composition.

[0177] The compositions may, for example, comprise at least onesurfactant. The at least one surfactant may be chosen from anionic,amphoteric, nonionic, zwifterionic and cationic surfactants.

[0178] The at least one surfactant employed can be, for example, chosenfrom:

[0179] (i) Anionic Surfactants:

[0180] As non-limiting examples of anionic surfactants which can beused, alone or as mixtures, mention may be made, for example, of saltssuch as alkali metal salts, for example, sodium salts, ammonium salts,amine salts, amino alcohol salts and magnesium salts of the followingcompounds: alkyl sulphates, alkyl ether sulphates, alkylamido ethersulphates, alkylaryl polyether sulphates, monoglyceride sulphates;alkylsulphonates, alkyl phosphates, alkylamidesulphonates,alkylarylsulphonates, α-olefinsulphonates, paraffinsulphonates;(C₆-C₂₄)alkyl sulphosuccinates, (C₆-C₂₄)alkyl ether sulphosuccinates,(C₆-C₂₄)alkylamide sulphosuccinates; (C₆-C₂₄)alkyl sulphoacetates;(C₆-C₂₄)acyl sarcosinates and (C₆-C₂₄)acyl glutamates. It is alsopossible to use the carboxylic esters of (C₆-C₂₄)alkyl polyglycosides,such as alkylglucoside citrates, alkylpolyglycoside tartrates andalkylpolyglycoside sulphosuccinates, alkylsulphosuccinamates; acylisethionates and N-acyltaurates. The alkyl or acyl radical of all thesedifferent compounds comprises, for example, from 12 to 20 carbon atoms,and the aryl radical is chosen, for example, from phenyl and benzylgroups. Among the anionic surfactants which can be used, mention mayalso be made of fatty acid salts such as the salts of oleic, ricinoleic,palmitic and stearic acids, coconut oil acid and hydrogenated coconutoil acid; and acyl lactylates wherein the acyl radical comprises from 8to 20 carbon atoms. It is also possible to use alkyl-D-galactosideuronicacids and their salts, polyoxyalkylenated (C₆-C₂₄)alkyl ether carboxylicacids, polyoxyalkylenated (C₆-C₂₄)alkyl aryl ether carboxylic acids,polyoxyalkylenated (C₆-C₂₄)alkylamido ether carboxylic acids and theirsalts, for example those comprising from 2 to 50 alkylene oxide groups,for example ethylene oxide groups, and mixtures thereof.

[0181] (ii) Nonionic Surfactants:

[0182] The nonionic surfactants are compounds that are well known (see,for example, in this respect “Handbook of Surfactants” by M. R. Porter,published by Blackie & Son (Glasgow and London), 1991, pp. 116-178) and,in the context of the present disclosure, their nature is not a criticalfeature. They can be chosen, for example, from polyethoxylated andpolypropoxylated alkylphenols, alpha-diols and alcohols comprising afatty chain comprising, for example, 8 to 18 carbon atoms, it beingpossible for the number of ethylene oxide or propylene oxide groups torange, for example, from 2 to 50. Mention may also be made of copolymersof ethylene oxide and of propylene oxide, condensates of ethylene oxideand of propylene oxide with fatty alcohols; polyethoxylated fatty amidescomprising, for example, from 2 to 30 mol of ethylene oxide,polyglycerolated fatty amides comprising on average from 1 to 5, such as1.5 to 4, glycerol groups; polyethoxylated fatty amines such as thosecomprising from 2 to 30 mol of ethylene oxide; oxyethylenated fatty acidesters of sorbitan comprising from 2 to 30 mol of ethylene oxide; fattyacid esters of sucrose, fatty acid esters of polyethylene glycol, alkylpolyglycosides, N-alkylglucamine derivatives, amine oxides such as(C₁₀-C₁₄)alkylamine oxides or N-acylaminopropylmorpholine oxides.

[0183] (iii) Amphoteric or Zwitterionic Surfactants:

[0184] The amphoteric or zwitterionic surfactants, whose nature is not acritical feature in the context of the present disclosure, can bechosen, for example, from aliphatic secondary and tertiary aminederivatives wherein the aliphatic radical is chosen from linear andbranched chains comprising 8 to 18 carbon atoms and comprising at leastone water-solubilizing anionic group (for example carboxylate,sulphonate, sulphate, phosphate or phosphonate); mention may also bemade of (C₈-C₂₀)alkylbetaines, sulphobetaines,(C₈-C₂₀)alkylamido(C₁-C₆)alkylbetaines or(C₈-C₂₀)alkylamido(C₁-C₆)alkylsulphobetaines.

[0185] Among the amine derivatives, mention may be made of the productssold under the name Miranol, as described in U.S. Pat. Nos. 2,528,378and 2,781,354 and classified in the CTFA dictionary, 3rd edition, 1982,under the names amphocarboxyglycinates and amphocarboxypropionates ofrespective structures of:

R₂—CONHCH₂CH₂—N⁺(R₃)(R₄)(CH₂COO⁻)

[0186] wherein: R₂ is chosen from alkyl radicals derived from an acidR₂—COOH present in hydrolysed coconut oil, and heptyl, nonyl and undecylradicals, R₃ is a beta-hydroxyethyl group and R₄ is a carboxymethylgroup; and of

R₂′—CONHCH₂CH₂—N(B)(C)

[0187] wherein:

[0188] B represents —CH₂CH₂OX′, C represents —(CH₂)_(z)—Y′, with z=1 or2,

[0189] X′ is chosen from —CH₂CH₂—COOH and a hydrogen atom,

[0190] Y′ is chosen from —COOH and —CH₂—CHOH—SO₃H radicals,

[0191] R₂′ is chosen from alkyl radicals of an acid R₉—COOH present incoconut oil or in hydrolysed linseed oil, alkyl radicals, such as C₇,C₉, C₁₁ and C₁₃ alkyl radicals, a C₁₇ alkyl radical and its iso form,and an unsaturated C₁₇ radical.

[0192] These compounds are classified in the CTFA dictionary, 5thedition, 1993, under the names disodium cocoamphodiacetate, disodiumlauroamphodiacetate, disodium caprylamphodiacetate, disodiumcapryloamphodiacetate, disodium cocoamphodipropionate, disodiumlauroamphodipropionate, disodium caprylamphodipropionate, disodiumcapryloamphodipropionate, lauroamphodipropionic acid andcocoamphodipropionic acid.

[0193] By way of example, mention may be made of the cocoamphodiacetatesold under the trade name Miranol® C2M concentrate by the company RhodiaChimie.

[0194] (iv) Cationic Surfactants:

[0195] The cationic surfactants, may be chosen, for example, from: saltsof optionally polyoxyalkylenated primary, secondary and tertiary fattyamine; quaternary ammonium salts such as tetraalkylammonium,alkylamidoalkyltrialkylammonium, trialkylbenzylammonium,trialkylhydroxyalkylammonium and alkylpyridinium chlorides and bromides;imidazoline derivatives; and amine oxides of cationic nature.

[0196] The amount of surfactants present in the composition can rangefrom 0.01 to 40% by weight, such as from 0.5 to 30% by weight, relativeto the total weight of the composition.

[0197] Medium

[0198] The medium for the composition can be, for example, an aqueousmedium comprising water and can, for example, further comprisecosmetically acceptable organic solvents such as, for example, alcoholssuch as ethyl alcohol, isopropyl alcohol, benzyl alcohol and phenylethylalcohol or glycols or glycol ethers such as ethylene glycol monomethyl,monoethyl and monobutyl ethers, propylene glycol or its ethers such aspropylene glycol monomethyl ether, butylene glycol, dipropylene glycoland also the alkyl ethers of diethylene glycol, such as diethyleneglycol monoethyl and monobutyl ether. The organic solvents may thereforebe present in a concentration ranging from 0.5 to 20% and, for example,from 2 to 10% by weight relative to the total weight of the composition.

[0199] Ingredient Agents

[0200] The compositions may further comprise rheology modifiers such ascellulosic thickeners (hydroxyethylcellulose, hydroxypropylcellu lose,carboxymethylcellulose, etc.), guar gum and its derivatives(hydroxypropylguar, etc.), gums of microbial origin (xanthan gum,scleroglucan gum, etc.), and synthetic thickeners such as crosslinkedhomopolymers of acrylic acid or of acrylamidopropanesulphonic acid.

[0201] The composition may further comprise at least one ionic ornonionic associative polymer selected, for example, from the polymerssold under the names Pemulen® TR1 and TR2 by the company Goodrich,Salcare SC90® by the company Allied Colloids, Aculyn® 22, 28, 33, 44 or46 by the company Rohm & Haas and Elfacos® T210 and T212 by Akzo, in anamount ranging, for example, from 0.01 to 10% by weight relative to thetotal weight of the composition.

[0202] Further, the compositions can also comprise at least one cationicor amphoteric conditioning polymer which is well known in the art in thefield of dyeing of human keratin fibers, in an amount ranging from 0.01to 10% by weight relative to the total weight of the composition, forexample, from 0.05 to 5% and further, for example, from 0.1 to 3% byweight relative to the total weight of the composition.

[0203] Cationic Polymers

[0204] As used herein, the expression “cationic polymer” means anypolymer comprising cationic groups and/or groups that can be ionizedinto cationic groups.

[0205] The cationic polymers that can be used may be chosen from any ofthose already known by those skilled in the art as improving at leastone cosmetic property of the hair, for example, those described inpatent application EP-A-337 354 and in French Patent Nos. FR-2 270 846,2 383 660, 2 598 611, 2 470 596 and 2 519 863.

[0206] The cationic polymers may, for example, be chosen from thosecomprising units comprising at least one amine group chosen fromprimary, secondary, tertiary and quaternary amine groups which caneither form part of the main polymer chain or are borne by a sidesubstituent directly attached to the main polymer chain.

[0207] The cationic polymers generally have a number-average molecularmass ranging, for example, from 500 to 5×10⁶ and further, for example,from 10³ to 3×10⁶.

[0208] Among the cationic polymers, mention may be made, for example, ofpolymers of polyquaternary ammonium, polymers of polyamino amide andpolymers of polyamine. These polymers are known in the art.

[0209] The polymers of polyamine, polymers of polyamino amide andpolymers of polyquarternary ammonium are described, for example, inFrench Patents Nos. 2 505 348 or 2 542 997. Among these polymers,mention may be made of:

[0210] (1) homopolymers or copolymers derived from acrylic ormethacrylic esters or amides and comprising at least one of the unitschosen from the units of formula (I), (II), (III) and (IV) below:

[0211] wherein:

[0212] R₃, which may be identical or different, is chosen from ahydrogen atom and a CH₃ radical;

[0213] A, which may be identical or different, is chosen from linear andbranched alkyl groups of 1 to 6 carbon atoms, such as 2 or 3 carbonatoms, and a hydroxyalkyl groups of 1 to 4 carbon atoms;

[0214] R₄, R₅ and R₆, which may be identical or different, are chosenfrom alkyl groups comprising from 1 to 18 carbon atoms, for example,alkyl groups comprising from 1 to 6 carbon atoms and benzyl radicals.

[0215] R₁ and R₂, which are identical or different, are chosen fromhydrogen and alkyl groups comprising from 1 to 6 carbon atoms, forexample, methyl and ethyl groups;

[0216] X⁻ is an anion derived from an inorganic or organic acid, such asa methosulphate anion or an anion chosen from halides such as chlorideand bromide.

[0217] The polymers of family (1) can also comprise at least one unitderived from comonomers that may be chosen from the family ofacrylamides, methacrylamides, diacetoneacrylamides, acrylamides andmethacrylamides substituted on the nitrogen with at least one groupchosen from lower (C₁-C₄) alkyls, acrylic, methacrylic acids, acrylicesters, methacrylic esters, and vinyllactams such as vinylpyrrolidone,vinylcaprolactam, and vinyl esters.

[0218] Thus, among these polymers of class (1), mention may be made of:

[0219] the copolymers of acrylamide and of dimethylaminoethylmethacrylate quaternized with dimethyl sulphate or with a dimethylhalide, such as the product sold under the name Hercofloc by the companyHercules,

[0220] the copolymers of acrylamide and ofmethacryloyloxyethyltrimethylammonium chloride described, for example,in patent application EP-A-080 976 and sold under the name Bina Quat P100 by the company Ciba Geigy,

[0221] the copolymer of acrylamide and ofmethacryloyloxyethyltrimethylammonium methosulphate sold under the nameReten by the company Hercules,

[0222] quaternized and non-quaternizedvinylpyrrolidone/dialkylaminoalkyl acrylate or methacrylate copolymers,such as the products sold under the name Gafquat by the company ISP, forexample, Gafquat 734 or Gafquat 755, or the products known as “Copolymer845, 958 and 937.” These polymers are described in detail in FrenchPatent Nos. 2 077 143 and 2 393 573,

[0223] dimethylaminoethyl methacrylate/vinylcaprolactam/vinylpyrrolidoneterpolymers, such as the product sold under the name Gaffix VC 713 bythe company ISP,

[0224] vinylpyrrolidone/methacrylamidopropyidimethylamine copolymerssold, for example, under the name Styleze CC 10 by the company ISP, and

[0225] quaternized vinylpyrrolidone/dimethylaminopropylmethacrylamidecopolymers such as the product sold under the name Gafquat HS 100 by thecompany ISP.

[0226] (2) The cellulose ether derivatives comprising quaternaryammonium groups, described in French Patent No.1 492 597 and, forexample, the polymers sold under the names JR (JR 400, JR 125 and JR30M) or LR (LR 400, or LR 30M) by the company Union Carbide Corporation.These polymers are also defined in the CTFA dictionary as quaternaryammoniums of hydroxyethylcellulose that has reacted with an epoxidesubstituted by a trimethylammonium group.

[0227] (3) The cationic cellulose derivatives such as cellulosecopolymers or cellulose derivatives grafted with a water-soluble monomerof quaternary ammonium, described, for example, in U.S. Pat. No.4,131,576, such as hydroxyalkylcelluloses, for instance,hydroxymethylcelluloses, hydroxyethylcelluloses orhydroxypropylcelluloses grafted, for example, with a salt chosen frommethacryloylethyltrimethylammonium salts,methacrylamidopropyltrimethylammonium salts and dimethyldiallylammoniumsalts.

[0228] The commercial products corresponding to this definition are, forexample, the products sold under the names Celquat L 200 and Celquat H100 by the company National Starch.

[0229] (4) The cationic polysaccharides described, for example, in U.S.Pat. Nos. 3,589,578 and 4,031,307, such as guar gums comprising cationictrialkylammonium groups. For example, guar gums modified with a salt(e.g. chloride) of 2,3-epoxypropyltrimethylammonium may be used.

[0230] Such products are sold, for example, under the trade names JaguarC13 S, Jaguar C 15, Jaguar C 17 or Jaguar C162 by the company Meyhall.

[0231] (5) Polymers comprising piperazinyl units and divalent alkyleneor hydroxyalkylene radicals comprising straight or branched chains,optionally interrupted by at least one atom chosen from oxygen, sulphurand nitrogen atoms or by at least one aromatic or heterocyclic ring, andalso at least one of the oxidation and/or quaternization products ofthese polymers. Such polymers are described, for example, in FrenchPatent Nos. 2 162 025 and 2 280 361.

[0232] (6) Water-soluble polyamino amides prepared, for example, bypolycondensation of an acidic compound with a polyamine; these polyaminoamides can be crosslinked with an epihalohydrin, a diepoxide, adianhydride, an unsaturated dianhydride, a bis-unsaturated derivative, abis-halohydrin, a bis-azetidinium, a bis-haloacyldiamine, a bis-alkylhalide or with an oligomer resulting from the reaction of a difunctionalcompound which is reactive with a bis-halohydrin, a bis-azetidinium, abis-haloacyldiamine, a bis-alkyl halide, an epihalohydrin, a diepoxideor a bis-unsaturated derivative. The crosslinking agent can be used inproportions ranging from 0.025 to 0.35 mol per amine group of thepolyamino amide. These polyamino amides can be alkylated or, if theycomprise at least one tertiary amine function, they can be quaternized.Such polymers are described, for example, in French patents 2 252 840and 2 368 508.

[0233] (7) The polyamino amide derivatives resulting from thecondensation of polyalkylene polyamines with polycarboxylic acidsfollowed by alkylation with difunctional agents. Mention may be made,for example, of adipic acid/diacylaminohydroxyalkyl-dialkylenetriaminepolymers wherein the alkyl radical comprises from 1 to 4 carbon atomsand, for example, may be chosen from methyl, ethyl and propyl groups.Such polymers are described, for example, in French Patent No.1 583 363.

[0234] Among these derivatives, mention may be made, for example, of theadipic acid/dimethylaminohydroxypropyl/diethylenetriamine polymers soldunder the name Cartaretine F, F4 or F8 by the company Sandoz.

[0235] (8) The polymers obtained by reaction of a polyalkylene polyaminecomprising two primary amine groups and at least one secondary aminegroup with a dicarboxylic acid chosen from diglycolic acids andsaturated aliphatic dicarboxylic acids comprising from 3 to 8 carbonatoms. The molar ratio between the polyalkylene polyamine and thedicarboxylic acid may range, for example, from 0.8:1 to 1.4:1; thepolyamino amide resulting therefrom may be reacted with epichlorohydrinin a molar ratio of epichlorohydrin relative to the secondary aminegroup of the polyamino amide ranging from 0.5:1 to 1.8:1. Such polymersare described, for example, in U.S. Pat. Nos. 3,227,615 and 2,961,347.

[0236] Other non-limiting examples of such derivatives include theadipic acid/epoxypropyl/diethylenetriamine copolymers sold, for example,under the name Hercosett 57 by the company Hercules Inc. or under thename PD 170 or Delsette 101 by the company Hercules.

[0237] (9) Cyclopolymers of alkyldiallylamine or ofdialkyldiallylammonium, such as the homopolymers or copolymerscomprising, as a main constituent of the chain, at least one of theunits corresponding to the formula (V) or (VI):

[0238] wherein k and t are equal to 0 or 1, the sum k+t being equal to1;

[0239] R₉ is chosen from a hydrogen atom and a methyl radical;

[0240] R₇ and R₈, which may be identical or different, are chosen fromalkyl groups, comprising from 1 to 8 carbon atoms, hydroxyalkyl groupsin which the alkyl group, for example, comprises from 1 to 5 carbonatoms, and lower (C₁-C₄)amidoalkyl groups, or R₇ and R₈ can be chosenfrom, together with the nitrogen atom to which they are attached,heterocyclic groups such as piperidyl or morpholinyl; in one embodiment,R₇ and R₈, which may be identical or different, can be chosen from alkylgroups comprising from 1 to 4 carbon atoms; Y⁻ is an anion such asbromide, chloride, acetate, borate, citrate, tartrate, bisulphate,bisulphite, sulphate and phosphate. These polymers are described, forexample, in French Patent No. 2 080 759 and in its Certificate ofAddition 2 190 406.

[0241] Among the polymers defined above, mention may be made, forexample, of the dimethyldiallylammonium chloride homopolymer sold underthe name “Merquat 100” by the company Calgon (andits homologues of lowweight-average molecular mass) and copolymers of diallyldimethylammoniumchloride and of acrylamide, sold under the name “Merquat 550.”

[0242] (10) The quaternary diammonium polymer comprising repeating unitscorresponding to the formula (VII):

[0243] wherein:

[0244] R₁₀, R₁₁, R₁₂ and R₁₃, which may be identical or different, arechosen from aliphatic radicals, alicyclic radicals and arylaliphaticradicals comprising from 1 to 20 carbon atoms and from lowerhydroxyalkylaliphatic radicals, or R₁₀, R₁₁, R₁₂ and R₁₃, together orseparately, constitute, with the nitrogen atoms to which they areattached, heterocycles optionally comprising a second heteroatom otherthan nitrogen, or R₁₀, R₁₁, R₁₂ and R₁₃ are chosen from linear andbranched C₁-C₆ alkyl radicals substituted with at least one group chosenfrom nitrile, ester, acyl and amide groups and groups of formulae—CO—O—R₁₄-D and —CO—NH—R₁₄-D wherein R₁₄ is chosen from alkylene groupsand D is chosen from quaternary ammonium groups;

[0245] A₁ and B₁, which may be identical or different, are chosen fromlinear and branched, saturated and unsaturated polymethylene groupscomprising from 2 to 20 carbon atoms. The polymethylene groups maycomprise, linked to or intercalated in the main chain, at least oneentity chosen from aromatic rings, oxygen, sulphur atoms, andsulphoxide, sulphone, disulphide, amino, alkylamino, hydroxyl,quaternary ammonium, ureido, amide and ester groups, and

[0246] X⁻ is an anion chosen from anions derived from inorganic andorganic acids;

[0247] A₁, R₁₀ and R₁₂ may optionally form, with the two nitrogen atomsto which they are attached, a piperazine ring. In addition, if A₁ is aradical chosen from linear and branched, saturated and unsaturatedalkylene and hydroxyalkylene radicals, B₁ can also denote a group—(CH₂)_(n)—CO-D-OC—(CH₂)_(n)— wherein n ranges from 1 to 100, such asfrom 1 and 50.

[0248] D is chosen from:

[0249] a) a glycol residue of formula: —O-Z-O—, wherein Z is chosen fromlinear and branched hydrocarbon-based radicals and a group correspondingto one of the following formulae:

—(CH₂—CH₂—O)_(x)—CH₂—CH₂— and

—[CH₂—CH(CH₃)—O]_(y)—CH₂—CH(CH₃)—

[0250] wherein x and y, which may be identical or different, are each aninteger ranging from 1 to 4, representing a defined and unique degree ofpolymerization or any number ranging from 1 to 4 representing an averagedegree of polymerization;

[0251] b) a bis-secondary diamine residue such as a piperazinederivative;

[0252] c) a bis-primary diamine residue of formula: —NH—Y—NH—, wherein Yis chosen from linear and branched hydrocarbon radicals, and thedivalent radical

—CH₂—CH₂—S—S—CH₂—CH₂—; and

[0253] d) a ureylene group of formula: —NH—CO—NH—.

[0254] In one embodiment, X⁻ is an anion such as chloride or bromide.

[0255] These polymers may have a number-average molecular mass rangingfrom 1000 to 100,000.

[0256] These polymers are described, for example, in French Patent Nos.2 320 330, 2 270 846, 2 316 271, 2 336 434 and 2 413 907 and U.S. Pat.Nos. 2,273,780, 2,375,853, 2,388,614, 2,454,547, 3,206,462, 2,261,002,2,271,378, 3,874,870, 4,001,432, 3,929,990, 3,966,904, 4,005,193,4,025,617, 4,025,627, 4,025,653, 4,026,945 and 4,027,020.

[0257] Further, the polymers that comprise repeating units correspondingto the formula (VIII) below can be used:

[0258] wherein R₁₀, R₁₁, R₁₂ and R₁₃, which are identical or different,are chosen from alkyl and hydroxyalkyl radicals comprising from 1 to 4carbon atoms, n and p, which may be identical or different, are integersranging from 2 to 20, and X⁻ is an anion chosen from anions derived frommineral and organic acids.

[0259] (11) Poly(quaternary ammonium) polymers comprising repeatingunits of formula (IX):

[0260] wherein p is an integer ranging from 1 to 6, D can be nothing orcan represent a group —(CH₂)_(r)—CO— in which r may be an integerranging from 4 to 7, and X⁻ is an anion.

[0261] Such polymers may be prepared by the processes disclosed in U.S.Pat. Nos. 4,157,388, 4,702,906 and 4,719,282. They are described, forexample, in patent application EP-A-122 324.

[0262] Among these polymers, mention may be made of the products“Mirapol A 15,” “Mirapol AD1,” “Mirapol AZ1” and “Mirapol 175,” whichare sold by the company Miranol.

[0263] (12) Quaternary polymers of vinylpyrrolidone and ofvinylimidazole, such as the products sold under the names Luviquat FC905, FC 550 and FC 370 by the company BASF.

[0264] (13) Polyamines such as Polyquart H sold by Henkel, referencedunder the name “Polyethylene glycol (15) tallow polyamine” in the CTFAdictionary.

[0265] (14) Crosslinkedmethacryloyloxy(C₁-C₄)alkyltri(C₁-C₄)alkylammonium salt polymers such asthe polymers obtained by homopolymerization of dimethylaminoethylmethacrylate quaternized with methyl chloride, or by copolymerization ofacrylamide with dimethylaminoethyl methacrylate quaternized with methylchloride, the homo- or copolymerization being followed by crosslinkingwith a compound comprising olefinic unsaturation, such asmethylenebisacrylamide. A crosslinkedacrylamide/methacryloyloxyethyltrimethylammonium chloride copolymer(20/80 by weight) in the form of a dispersion comprising 50% by weightof said copolymer in mineral oil can, for example, be used. Thisdispersion is sold under the name “Salcare® SC 92” by the company AlliedColloids. In another embodiment, a crosslinkedmethacryloyloxyethyltrimethylammonium chloride homopolymer comprisingabout 50% by weight of the homopolymer in mineral oil or in a liquidester can also be used. These dispersions are sold under the namesSalcare® SC 95 and Salcare® SC 96 by the company Allied Colloids.

[0266] Other cationic polymers can be chosen from polyalkyleneimines,for example, polyethyleneimines, polymers containing vinylpyridine andvinylpyridinium units, condensates of polyamines and of epichlorohydrin,quaternary polyureylenes and chitin derivatives.

[0267] Among all the cationic polymers that can be used, non-limitingexamples include the polymers of families (1), (9), (10), (11) and (14)and, in one new embodiment, polymers comprising repeating units chosenfrom units of formulae (W) and (U) below can be used:

[0268] and, for example, those polymers comprising repeating units offormula (W) whose weight-average molar mass, determined by gelpermeation chromatography, ranges from 9500 to 9900;

[0269] and, for example, those polymers comprising repeating units offormula (U) whose weight-average molar mass, determined by gelpermeation chromatography, is about 1200.

[0270] Amphoteric Polymers

[0271] The amphoteric polymers may be chosen from polymers comprisingunits K and M distributed randomly in the polymer chain, in which K is aunit derived from a monomer comprising at least one basic nitrogen atomand M is a unit derived from an acidic monomer comprising at least onegroup chosen from carboxylic and sulphonic group, or K and M can bechosen from groups derived from zwitterionic carboxybetaine orsulphobetaine monomers.

[0272] K and M can also be chosen from a cationic polymer chaincomprising at least one group chosen from primary, secondary, tertiaryand quaternary amine groups, in which at least one of the amine groupsbears a carboxylic or sulphonic group connected via a hydrocarbon-basedradical, or alternatively K and M can form part of a chain of a polymercomprising an (α,β-dicarboxylic ethylene unit in which one of thecarboxylic groups has been made to react with a polyamine comprising atleast one amine chosen from primary and secondary amine groups.

[0273] The amphoteric polymers corresponding to the above definition,for example, are chosen from the following polymers:

[0274] (1) Polymers resulting from the copolymerization of at least onemonomer derived from a vinyl compound bearing a carboxylic group suchas, for example, acrylic acid, methacrylic acid, maleic acid,alpha-chloroacrylic acid, and at least one basic monomer derived from asubstituted vinyl compound comprising at least one basic atom, such asdialkylaminoalkyl methacrylates and acrylates,dialkylaminoalkylmethacrylamides and -acrylamides. Such compounds aredescribed, for example, in U.S. Pat. No. 3,836,537.

[0275] Mention may also be made of the sodiumacrylate/acrylamidopropyl-trimethylammonium chloride copolymer soldunder the name Polyquart KE 3033 by the company Henkel.

[0276] The vinyl compound can also be a dialkyldiallylammonium salt suchas dimethyldiallylammonium chloride. The copolymers of acrylic acid andof the latter monomer are sold under the names Merquat 280, Merquat 295and Merquat Plus 3330 by the company Calgon.

[0277] (2) Polymers comprising units deriving from:

[0278] a) at least one monomer selected from acrylamides andmethacrylamides substituted on the nitrogen with an alkyl radical,

[0279] b) at least one acidic comonomer comprising at least one reactivecarboxylic group, and

[0280] c) at least one basic comonomer such as esters comprisingsubstituents chosen from primary, secondary, tertiary and quaternaryamine substituents of acrylic and methacrylic acids and the product ofquaternization of dimethylaminoethyl methacrylate with dimethyl ordiethyl sulphate.

[0281] In one embodiment, the N-substituted acrylamides ormethacrylamides are, for example, groups in which the alkyl radicalscomprise from 2 to 12 carbon atoms, such as, N-ethylacrylamide,N-tert-butylacrylamide, N-tert-octylacrylamide, N-octylacrylamide,N-decylacrylamide, N-dodecylacrylamide and the correspondingmethacrylamides.

[0282] The acidic comonomers are chosen, for example, from acrylicacids, methacrylic acids, crotonic acids, itaconic acids, maleic acidsand fumaric acids and alkyl monoesters, comprising 1 to 4 carbon atoms,of maleic or fumaric acids or anhydrides.

[0283] The basic comonomers are chosen, for example, from aminoethyl,butylaminoethyl, N,N′-dimethylaminoethyl and N-tert-butylaminoethylmethacrylates.

[0284] The copolymers having the CTFA (4th edition, 1991) nameoctylacrylamide/acrylates/butylaminoethyl methacrylate copolymer such asthe products sold under the name Amphomer or Lovocryl 47 by the companyNational Starch can, for example, be used.

[0285] (3) crosslinked and alkylated polyamino amides partially ortotally derived from polyamino amides of general formula:

[0286] wherein R₁₉ is chosen from a divalent radical derived from asaturated dicarboxylic acid, mono- and dicarboxylic aliphatic acidscomprising an ethylenic double bond, an ester of a lower alkanol,comprising 1 to 6 carbon atoms, of these acids and a radical derivedfrom the addition of any one of the acids to amines chosen frombis(primary) or bis(secondary) amines, and Z is chosen frombis(primary), mono- and bis(secondary) polyalkylene-polyamine radicalsand, for example, Z represents:

[0287] a) in proportions ranging from 60 to 100 mol %, the radical offormula (XI)

[0288]

[0289] wherein x=2 and p=2 or 3, or x=3 and p=2 this radical beingderived from a compound chosen from diethylenetriamine,triethylenetetraamine and dipropylenetriamine;

[0290] b) in proportions ranging from 0 to 40 mol %, the radical (XI)above in which x=2 and p=1 and which is derived from a compound chosenfrom ethylenediamine and piperazine:

[0291] c) in proportions of from 0 to 20 mol %, the —NH—(CH₂)₆—NH—radical, which is derived from hexamethylenediamine, these polyaminoamines can be crosslinked by addition of a difunctional crosslinkingagent selected from epihalohydrins, diepoxides, dianhydrides andbis-unsaturated derivatives, using from 0.025 to 0.35 mol ofcrosslinking agent per amine group of the polyamino amide and alkylatedby the action of acrylic acid, chloroacetic acid or an alkane sultone,or salts thereof.

[0292] In one embodiment, the saturated carboxylic acids are chosen fromacids comprising 6 to 10 carbon atoms, such as adipic acid,2,2,4-trimethyladipic acid and 2,4,4-trimethyladipic acid, terephthalicacid, acids comprising an ethylenic double bond such as, for example,acrylic acid, methacrylic acid and itaconic acid.

[0293] The alkane sultones used in the alkylation are chosen, forexample, from propane sultone and butane sultone, the salts of thealkylating agents can be chosen, for example, from sodium and potassiumsalts.

[0294] (4) polymers comprising zwitterionic units of formula (XII):

[0295] wherein R₂₀ is chosen from polymerizable unsaturated groups suchas acrylate, methacrylate, acrylamide and methacrylamide groups, y andz, which may be identical or different, are chosen from integers rangingfrom 1 to 3, R₂₁, and R₂₂, which may be identical or different, arechosen from a hydrogen atom, methyl, ethyl and propyl groups, R₂₃ andR₂₄, which may be identical or different, are chosen from a hydrogenatom and alkyl radicals such that the sum of the carbon atoms in R₂₃ andR₂₄ does not exceed 10.

[0296] The polymers comprising such units can also comprise unitsderived from non-zwitterionic monomers such as monomers chosen fromdimethyl and diethylaminoethyl acrylates, methacrylates, alkylacrylates, acrylamides, methacrylamides, and vinyl acetates.

[0297] By way of example, mention may be made of the copolymer of butylmethacrylate/dimethyl-carboxymethylammonioethyl methacrylate such as theproduct sold under the name Diaformer Z301 by the company Sandoz.

[0298] (5) polymers derived from chitosan comprising monomer unitscorresponding to the following formulae (XIII), (XIV) and (XV) below:

[0299] the unit (XIII) being present in proportions ranging from 0 to30%, the unit (XIV) in proportions ranging from 5 and 50% and the unit(XV) in proportions ranging from 30 to 90%, and wherein in unit (XV),R₂₅ is a radical of formula:

[0300] wherein q denotes 0 or 1;

[0301] if q=0, R₂₆, R₂₇ and R₂₈, which may be identical or different,are each chosen from a hydrogen atom, methyl, hydroxyl, acetoxy andamino residues, and monoalkylamine residues and dialkylamine residues,which are optionally interrupted by at least one nitrogen atom and/oroptionally substituted with at least one group chosen from amine,hydroxyl, carboxyl, alkylthio and sulphonic groups, and alkylthioresidues in which the alkyl group bears an amino residue, at least oneof the radicals R₂₆, R₂₇ and R₂₈ being, in this case, a hydrogen atom;

[0302] or, if q=1, R₂₆, R₂₇ and R₂₈, which may be identical ordifferent, are each chosen from a hydrogen atom, and salts formed bythese compounds with bases or acids.

[0303] (6) polymers derived from the N-carboxyalkylation of chitosan,such as N-carboxymethylchitosan or N-carboxybutylchitosan sold under thename “Evalsan” by the company Jan Dekker.

[0304] (7) polymers corresponding to the general formula (XI) such asthose described, for example, in French Patent No. 1 400 366:

[0305] wherein R₂₉ is chosen from a hydrogen atom, and CH₃O, CH₃CH₂O andphenyl radicals, R₃₀ is chosen from a hydrogen and lower alkyl radicalssuch as methyl and ethyl, R₃₁ is chosen from a hydrogen and lower alkylradicals such as methyl and ethyl, R₃₂ is chosen from lower alkylradicals such as methyl and ethyl and radicals corresponding to theformula: —R₃₃—N(R₃₁)₂, wherein R₃₃ is chosen from —CH₂—CH₂—,—CH₂—CH₂—CH₂— and —CH₂—CH(CH₃)— groups, and R₃₁ is chosen from ahydrogen atom and lower alkyl radicals such as methyl and ethyl, andalso the higher homologues of these radicals comprising up to 6 carbonatoms;

[0306] r is chosen such that the number-average molecular weight of saidpolymer ranges from 500 to 6,000,000, such as from 1000 to 1,000,000.

[0307] (8) amphoteric polymers of the type -D-X-D-X— chosen from:

[0308] a) polymers obtained by the action of chloroacetic acid or sodiumchloroacetate on compounds comprising at least one unit of formula:

-D-X-D-X-D-   (XVII)

[0309] wherein D is a radical

[0310] and X is chosen from the symbols E and E′, wherein E and E′,which may be identical or different, are chosen from divalent alkyleneradicals comprising at least one chain chosen from straight and branchedchains comprising up to 7 carbon atoms in the main chain, wherein saiddivalent alkylene radicals are optionally substituted with at least onehydroxyl group. E or E′ can additionally comprise at least one atomchosen from oxygen, nitrogen and sulphur atoms, and 1 to 3 rings chosenfrom aromatic and heterocyclic rings. The oxygen, nitrogen and sulphuratoms can be present in the form of at least one group chosen fromether, thioether, sulphoxide, sulphone, sulphonium, alkylamine andalkenylamine, hydroxyl, benzylamine, amine oxide, quaternary ammonium,amide, imide, alcohol, ester and urethane groups;

[0311] b) polymers of formula:

-D-X-D-X—  (XVIII)

[0312] wherein D is a radical

[0313] and X is chosen from the symbol E and E′ and wherein at least oneX is chosen from E′; E having the meaning given above and E′ being adivalent radical chosen from divalent alkylene radicals comprising atleast one chain chosen from straight and branched chains comprising upto 7 carbon atoms in the main chain, wherein said divalent alkyleneradicals are optionally substituted with at least one hydroxyl radicaland comprise at least one nitrogen atom substituted with an alkyl chain,which is optionally interrupted by an oxygen atom and further comprisingat least one functional group chosen from carboxyl functional groups andhydroxyl functional groups which are betainized by reaction with areactant chosen from chloroacetic acid and sodium chloroacetate.

[0314] (9) (C₁-C₅)alkyl vinyl ether/maleic anhydride copolymerspartially modified by semiamidation with an N,N-dialkylaminoalkylaminesuch as N,N-dimethylaminopropylamine or by semiesterification with anN,N-dialkanolamine. These copolymers can also contain other vinylcomonomers such as vinylcaprolactam.

[0315] In one new embodiment, the amphoteric polymers are those offamily (1).

[0316] In another new embodiment, the composition may further comprisean effective amount of other agents known in direct or oxidation dyeing,such as various customary adjuvants, for example sequestrants such asEDTA and etidronic acid, UV filters, waxes, volatile or nonvolatile,cyclic or linear or branched, organically modified or unmodifiedsilicones which are different from those disclosed herein,preservatives, ceramides, pseudoceramides, plant oils, mineral oils orsynthetic oils, vitamins or provitamins such as panthenol, andopacifiers.

[0317] The composition may further comprise at least one agent chosenfrom reducing agents and antioxidants. Representative agents may bechosen from, for example, sodium sulphite, thioglycolic acid, thiolacticacid, sodium bisulphite, dehydroascorbic acid, hydroquinone,2-methylhydroquinone, tert-butylhydroquinone and homogentisic acid. Suchagents are generally present in an amount ranging from, for example,0.05 to 3% by weight relative to the total weight of the composition.

[0318] The person skilled in the art will of course take care to selectthe optional complementary compound(s) mentioned above in such a waythat the advantageous properties intrinsically attached to the dyeingcomposition are not, or not substantially, adversely affected by theintended addition or additions.

[0319] In the ready-to-use composition or in the oxidizing composition,the at least one oxidizing agent can, for example, be chosen from ureaperoxide, alkali metal bromates, ferricyanides and persalts such asperborates and persulphates. In one embodiment, the at least oneoxidizing agent can, for example, be hydrogen peroxide. When the atleast one oxidizing agent is hydrogen peroxide, the at least oneoxidizing agent may, for example, comprise a solution of oxygenatedwater with a titre ranging, for example, from 1 to 40 in volume, suchas, for example from 5 to 40 in volume.

[0320] It is likewise possible to use, as the at least one oxidizingagent, at least one oxidation-reduction enzyme. The oxidation-reductionenzymes can be chosen from, for example, laccases, peroxidases and2-electron oxidoreductases (such as uricase), where appropriate in thepresence of their respective donor or cofactor.

[0321] The pH of the ready-to-use composition applied to the keratinfibers [composition resulting from the mixing of the at least one dyeingcomposition and the at least one oxidizing composition] ranges from 4and 11, such as, for example, from 6 to 10. This pH may be adjusted tothe desired value by means of at least one agent for adjusting pH chosenfrom acidifying and basifying agents which are well known in the stateof the art in the dyeing of keratin fibers.

[0322] The basifying agents may be chosen from, by way of example,aqueous ammonia, alkali metal carbonates, alkanolamines such as mono-,di- and triethanolamines and also derivatives thereof, oxyethylenatedethylenediamines, oxypropylenated ethylenediamines, hydroxyalkylamines,ethylenediamines, sodium hydroxide, potassium hydroxide and thecompounds of formula (V):

[0323] wherein R is a propylene residue optionally substituted with agroup chosen from a hydroxyl group and C₁-C₄ alkyl groups;

[0324] R₁₅, R₁₆, R₁₇ and R₁₈, which are identical or different, may eachbe chosen from hydrogen, C₁-C₄ alkyl groups, and C₁-C₄ hydroxyalkylgroups.

[0325] The acidifying agents are conventionally, by way of example,chosen from mineral acids and organic acids such as, for example,hydrochloric acid, orthophosphoric acid, carboxylic acids such astartaric acid, citric acid, lactic acid, and sulphonic acids.

[0326] According to one new embodiment, the dyeing method comprisesapplying the composition or ready-to-use composition (producedextemporaneously at the time of use from the coloring and oxidizingcompositions described above) to the wet or dry keratin fibers andleaving the composition to act for a waiting time ranging from 1 to 60minutes, for example, from 10 to 45 minutes, rinsing the fibers andthen, optionally, washing the fibers with shampoo, then rinsing themagain and drying them.

[0327] Specific examples illustrative of the invention are given below,though without being limiting in nature.

EXAMPLE 1:

[0328] The following direct dyeing composition was prepared:

[0329] (Expressed in Grams of Active Substance) Direct dye: Basic Blue99 0.1 Silicone: DC2-8299 ® from the company Dow Corning 2 Ethanol 20Hydroxypropylated guar gum: Jaguar HP60 ® sold by Aqualon 1 C8-C10 alkylpolyglucoside in aqueous solution, comprising 60% 8 active substance:Oramix CG110 ® sold by SEPPIC 2-Amino-2-methyl-1-propanol qs pH 7.5Demineralized water qs 100

[0330] This composition was applied to locks of natural grey haircomprising 90% white hairs for 30 minutes. The hair was subsequentlyrinsed, washed with a standard shampoo and then dried.

[0331] A blue shade was obtained which was highly resistant to severalshampooings. Moreover, the cosmetic condition of the fibers was highlysatisfactory.

EXAMPLE 2:

[0332] The following oxidation dyeing composition was prepared:

[0333] (Expressed in Grams of Active Substance) Paraphenylenediamine0.108 2-Methyl-5-aminophenol 0.123 Silicone: DC2-8299 ® from the companyDow Corning 2 Ethanol 20 C8-C10 alkyl polyglucoside in aqueous solution,comprising 3.6 60% active substance: Oramix CG110 ® sold by SEPPICBenzyl alcohol 2 Polyethylene glycol comprising 8 mol of ethylene oxide3 Sodium metabisulphite in aqueous solution, comprising 35% 0.227 activesubstance Pentasodium salt of diethylenetriaminepentaacetic acid 0.48Aqueous ammonia comprising 20% NH₃ 6.8 Demineralized water qs 100

[0334] This composition was mixed, weight for weight, with 20-volumehydrogen peroxide. The final pH of the mixture was 9.5. The mixture wasthen applied to grey hair comprising 90% white hairs and was left to actfor 30 minutes. The hair was subsequently washed with a standard shampooand then rinsed with water and dried.

[0335] The hair was dyed in a mauvish red shade which was resistant toseveral shampooings, and the fibers exhibited a highly satisfactorycosmetic condition.

What is claimed is:
 1. A composition for dyeing human keratin fiberscomprising, in a cosmetically acceptable medium: (i) at least onecoloring agent chosen from direct dyes and oxidation dyes and (ii) atleast one aminosilicone comprising at least oneaminoethylimino(C₄-C₈)alkyl group.
 2. The composition according to claim1, wherein the human keratin fibers are hair.
 3. The compositionaccording to claim 1, wherein the at least one aminosilicone comprisingat least one aminoethylimino(C₄-C₈)alkyl group has the formula (I)below:

wherein: A is chosen from linear and branched C₄-C₈ alkylene radicals; mand n are numbers such that the sum (n+m) ranges from 1 to 2000; n is anumber ranging from 0 to 1999; and m is a number ranging from 1 to 2000.4. The composition according to claim 3, wherein the sum (m+n) rangesfrom 50 to
 150. 5. The composition according to claim 3, wherein n is anumber ranging from 49 to
 149. 6. The composition according to claim 3,wherein m is a number ranging from 1 to
 10. 7. The composition accordingto claim 3, wherein A is chosen from linear and branched C₄ alkyleneradicals.
 8. The composition according to claim 1, wherein the viscosityof the at least one aminosilicone is greater than 25,000 mm²/s at 25° C.9. The composition according to claim 8, wherein the viscosity of the atleast one aminosilicone ranges from 30,000 to 200,000 mm²/s at 25° C.10. The composition according to claim 9, wherein the viscosity of theat least one aminosilicone ranges from 30,000 to 150,000 mm²/s at 25° C.11. The composition according to claim 1, wherein the at least oneaminosilicone has a weight-average molecular mass ranging from 2000 to1,000,000.
 12. The composition according to claim 11, wherein the atleast one aminosilicone has a weight-average molecular weight rangingfrom 3500 to 200,000.
 13. The composition according to claim 1, whereinthe at least one aminosilicone is in the form of an oil-in-wateremulsion comprising at least one surfactant.
 14. The compositionaccording to claim 13, wherein the oil-in-water emulsion comprises atleast one surfactant chosen from cationic and nonionic surfactants. 15.The composition according to claim 1, wherein the particle size of theat least one aminosilicone ranges in size from 3 to 500 nanometers. 16.The composition according to claim 15, wherein the particle size of theat least one aminosilicone ranges from 5 to 300 nanometers.
 17. Thecomposition according to claim 16, wherein the particle size of the atleast one aminosilicone ranges from 10 to 275 nanometers.
 18. Thecomposition according to claim 17, wherein the particle size of the atleast one aminosilicone ranges from 150 to 275 nanometers.
 19. Thecomposition according to claim 1, wherein the at least one aminosiliconeis present in an amount ranging from 0.01 to 20% by weight of the totalweight of the composition.
 20. The composition according to claim 19,wherein the at least one aminosilicone is present in an amount rangingfrom 0.1 to 15% by weight relative to the total weight of thecomposition.
 21. The composition according to claim 20, wherein the atleast one aminosilicone is present in an amount ranging from 0.5 to 10%by weight relative to the total weight of the composition.
 22. Thecomposition according to claim 1, wherein the at least one oxidation dyeis chosen from oxidation bases and couplers and their acid additionsalts.
 23. The composition according to claim 22, further comprising atleast one oxidation base wherein said at least one oxidation base ischosen from ortho- and para-phenylenediamines, double bases, ortho- andpara-aminophenols, heterocyclic bases, and their acid addition salts.24. The composition according to claim 23, wherein saidpara-phenylenediamines are chosen from compounds of formula (II) andtheir acid addition salts:

wherein: R₁ is chosen from hydrogen, C₁-C₄ alkyl groups, C₁-C₄monohydroxyalkyl groups, C₂-C₄ polyhydroxyalkyl groups,(C₁-C₄)alkoxy(C₁-C₄)alkyl groups, C₁-C₄ alkyl groups substituted by atleast one group chosen from nitrogen-containing groups, phenyl groupsand 4′-aminophenyl radicals; R₂ is chosen from hydrogen, C₁-C₄ alkylgroups, C₁-C₄ monohydroxyalkyl groups, C₂-C₄ polyhydroxyalkyl radicals,(C₁-C₄)alkoxy(C₁-C₄)alkyl groups, and C₁-C₄ alkyl groups substituted byat least one group chosen from nitrogen-containing groups; R₃ is chosenfrom hydrogen, halogens, C₁-C₄ alkyl groups, sulpho groups, carboxylgroups, C₁-C₄ monohydroxyalkyl groups, C₁-C₄ hydroxyalkoxy groups, C₁-C₄acetylaminoalkoxy groups, C₁-C₄ mesylaminoalkoxy groups, and C₁-C₄carbamoylaminoalkoxy radicals, and R₄ is chosen from hydrogen, halogens,and C₁-C₄ alkyl radicals.
 25. The composition according to claim 24,wherein R₁ and R₂ form, with the nitrogen to which they are bonded, a 5-or 6-membered nitrogen-containing heterocycle ring optionallysubstituted by at least one group chosen from alkyl groups, hydroxylgroups and ureido groups.
 26. The composition according to claim 23,wherein the double bases are chosen from compounds of formula (III) andtheir acid addition salts:

wherein: Z₁ and Z₂, which may be identical or different, are each chosenfrom hydroxyl groups and NH₂ radicals which may be substituted by agroup chosen from C₁-C₄ alkyl radicals and a linking arm Y; the linkingarm Y is chosen from linear and branched alkylene groups comprising from1 to 14 carbon atoms, optionally interrupted by, or optionallyterminated with, at least one entity chosen from nitrogen-containinggroups and heteroatoms, and optionally substituted with at least onegroup chosen from hydroxyl groups and C₁-C₆ alkoxy radicals; R₅ and R₆,which may be identical or different, are each chosen from hydrogen,halogens, C₁-C₄ alkyl groups, C₁-C₄ monohydroxyalkyl groups, C₂-C₄polyhydroxyalkyl groups, C₁-C₄ aminoalkyl radicals, and a linking arm Y;R₇, R₈, R₉, R₁₀, R₁₁ and R₁₂, which may be identical or different, areeach chosen from hydrogen, a linking arm Y and C₁-C₄ alkyl radicals;subject to the proviso that the compounds of formula (III) comprise onlyone linking arm Y per molecule.
 27. A composition according to claim 23,wherein said para-aminophenols are chosen from compounds of formula(IV), and their acid addition salts:

wherein: R₁₃ is chosen from hydrogen, halogens, C₁-C₄ alkyl groups,C₁-C₄ monohydroxyalkyl groups, (C₁-C₄)alkoxy(C₁-C₄)alkyl groups, C₁-C₄aminoalkyl groups, and C₁-C₄ hydroxy(C₁-C₄)alkylaminoalkyl radicals andR₁₄ is chosen from hydrogen, halogens, C₁-C₄ alkyl groups, C₁-C₄monohydroxyalkyl groups, C₂-C₄ polyhydroxyalkyl groups, C₁-C₄ aminoalkylgroups, C₁-C₄ cyanoalkyl groups, and (C₁-C₄)alkoxy(C₁-C₄)alkyl radicals.28. The composition according to claim 23, wherein said heterocyclicbases are chosen from pyridine derivatives, pyrimidine derivatives, andpyrazole derivatives.
 29. The composition according to claim 23, whereinsaid at least one oxidation base is present in a concentration rangingfrom 0.0005 to 12% by weight relative to the total weight of thecomposition.
 30. The composition according to claim 22, furthercomprising at least one coupler wherein said at least one coupler ischosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols,heterocyclic couplers, and their acid addition salts.
 31. Thecomposition according to claim 30, wherein said at least one coupler ispresent in a concentration ranging from 0.0001 to 10% by weight relativeto the total weight of the composition.
 32. The composition according toclaim 22, wherein said acid-addition salts are chosen fromhydrochlorides, hydrobromides, sulphates, tartrates, lactates andacetates.
 33. The composition according to claim 1, wherein the directdyes are chosen from neutral, acidic and cationic nitro benzene directdyes, neutral, acidic and cationic azo direct dyes, neutral, acidic andcationic quinones, azine direct dyes, triarylmethane direct dyes,indoamine direct dyes, and natural direct dyes.
 34. The compositionaccording to claim 33, wherein said direct dyes are anthraquinone directdyes.
 35. The composition according to claim 1, wherein said direct dyesare present in a concentration ranging from 0.001 to 20% by weightrelative to the total weight of the composition.
 36. The compositionaccording to claim 35, wherein said direct dyes are present in aconcentration ranging from 0.005% to 10% by weight relative to the totalweight of the composition.
 37. The composition according to claim 1,further comprising at least one reducing agent in an amount ranging from0.05% to 3% by weight relative to the total weight of the composition.38. The composition according to claim 1, further comprising at leastone oxidizing agent.
 39. The composition according to claim 38, whereinsaid at least one oxidizing agent is chosen from hydrogen peroxide, ureaperoxide, alkali metal bromates, alkali metal ferricyanides, persalts,and oxidation-reduction enzymes, wherein said oxidation-reductionenzymes are optionally in the presence of their corresponding donor orcofactor.
 40. The composition according to claim 39, wherein said atleast one oxidizing agent is hydrogen peroxide.
 41. The compositionaccording to claim 40, wherein said at least one oxidizing agent is ahydrogen peroxide solution with a titre ranging from 1 to 40 volumes.42. The composition according to claim 1, wherein said composition has apH ranging from 4 to
 11. 43. A method of dyeing human keratin fiberscomprising applying to said human keratin fiber a coloring compositioncomprising, in a cosmetically acceptable medium, (i) at least one directdye, and (ii) at least one aminosilicone comprising at least oneaminoethylimino(C₄-C₈)alkyl group.
 44. The method according to claim 43,wherein said human keratin fibers are human hair.
 45. A method of dyeinghuman keratin fibers comprising: (A) applying to said human keratinfibers a coloring composition comprising, in a cosmetically acceptablemedium: (i) at least one coloring agent chosen from direct dyes andoxidation dyes and (ii) at least one aminosilicone comprising at leastone aminoethylimino(C₄-C₈)alkyl group, and (B) developing a color, atalkaline, neutral or acidic pH, by applying to said fibers at least oneoxidizing composition comprising at least one oxidizing agent.
 46. Themethod according to claim 45, wherein said keratin fibers are humanhair.
 47. The method according to claim 45, wherein said coloringcomposition and said oxidizing composition are applied sequentially tothe human keratin fiber.
 48. The method according to claim 47, whereinsaid coloring composition and said oxidizing composition are mixed atthe time of use.
 49. A method of dyeing keratin fibers comprising: (A)preparing a coloring composition comprising, in a cosmeticallyacceptable medium: (i) at least one coloring agent chosen from directdyes and oxidation dyes and (ii) at least one aminosilicone comprisingat least one aminoethylimino(C₄-C₈)alkyl group, (B) applying to saidfibers the coloring composition, (C) optionally leaving said coloringcomposition to act for a waiting time ranging from 1 to 60 minutes. (D)optionally rinsing said fibers, optionally shampooing said fibers, andfurther optionally rinsing said fibers, and (E) optionally drying saidfibers.
 50. The method according to claim 49, wherein said human keratinfibers are hair.
 51. The method according to claim 49, wherein saidleaving time is a time ranging from 10 to 45 minutes.
 52. The methodaccording to claim 49, wherein said keratin fibers are chosen from wetkeratin fibers and dry keratin fibers.
 53. A method of dyeing keratinfibers comprising: (A) applying to said fibers a ready-to-usecomposition, produced extemporaneously at the time of use from anoxidizing composition and a coloring composition comprising, in acosmetically acceptable medium: (i) at least one coloring agent chosenfrom direct dyes and oxidation dyes and (ii) at least one aminosiliconecomprising at least one aminoethylimino(C₄-C₈)alkyl group, (B)optionally leaving said ready-to-use composition to act for a waitingtime ranging from 1 to 60 minutes, (C) optionally rinsing said fibers,optionally shampooing said fibers, and further optionally rinsing saidfibers, and (D) optionally drying said fibers.
 54. A multi-compartmentdevice or kit for dyeing human keratin fibers comprising multiplecompartments, wherein: (A) a first compartment comprises a compositioncomprising, in a cosmetically acceptable medium, at least one coloringagent chosen from direct dyes and oxidation dyes and at least oneaminosilicone comprising at least one aminoethylimino(C₄-C₈)alkyl group,(B) a second compartment comprises a composition comprising, in acosmetically acceptable medium, at least one oxidizing agent.
 55. Themulti-compartment device or kit according to claim 54, wherein saidhuman keratin fibers are hair.
 56. A multi-compartment device or kit fordyeing keratin fibers comprising multiple compartments, wherein: (A) afirst compartment comprises a composition comprising, in a cosmeticallyacceptable medium, at least one coloring agent chosen from direct dyesand oxidation dyes, (B) a second compartment comprises a compositioncomprising, in a cosmetically acceptable medium, at least one oxidizingagent, and (C) a third compartment comprises a composition comprising,in a cosmetically acceptable medium, at least one aminosiliconecomprising at least one aminoethylimino(C₄-C₈)alkyl group.
 57. Themulti-compartment kit or device according to claim 56, wherein saidhuman keratin fibers are hair.